
Holiday rentals with breakfast in Siena
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Top-rated rentals with breakfast in Siena
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House rentals with breakfast

The house in the Castle and the secret garden
A beautiful place. You can see and feel it is not just a random vacation rental but feels like someones home and someone has put a lot of detail and love in the place. Once you talk with Diana, you understand even better: as the owner, so the home :) The house offers all you need to stay there (with your whole family) also for longer than only a few nights. The village is very cute and offers all you need, plus charming bars and restaurants. On top it is a great starting point to go and explore the area/ medieval towns/ nature parcs/ beaches. By car it felt like everything is reachable in max 20minutes. Further you can explore by bike and even start from the town on hikes so: if you get a chance to book, stop searching - hit the button and enjoy your time :)

La Casa del Valle
L’alloggio è stupendo, comodo, pulitissimo, e l’ host è stata gentilissima anche per quanto riguarda la flessibilità del check in! Un posto magnifico e raccomandato al cento per cento

Siena casa con giardino privato a 300m dal centro
Absolutely exceeded my expectations. The space had everything I needed and more—clean, well-equipped, and incredibly comfortable. The location was perfect, right in the heart of everything. I couldn’t have asked for a better stay. I’ll definitely be coming back next year!

Casa Belmonte
Die Unterkunft ist ganz im Zentrum von Montepulciano gelegen. Die Wohnung ist sehr sauber und gepflegt. Die Ausstattung ist absolut ausreichend. Von dort aus kann man Montepulciano perfekt besichtigen und die Zeit genießen. Die Kommunikation war hervorragend und wir haben nichts zu kritisieren. Wir haben nur einen kurzen Aufenthalt dort gehab und empfehlen Riccardos Unterkunft für alle, die Montepulciano besuchen wollen. Es war alles prima!

Lovely downtown house with private garden
Lorenzo en Cristina zijn ontzettend aardig en behulpzaam. Het sfeervolle huis is van alle gemakken voorzien. Zelfs voor de inwendige mens is heel goed gezorgd. De bus bij het ziekenhuis is heel gemakkelijk om snel naar en van het centrum te komen, kortom dit is een ideale plek om Firenze te verkennen. Wij hebben een geweldige tijd gehad!

Il Casone - Country house with pool & wide garden
My friends & I spent 5 days at Il Casone in May, and what a delight it was. The Villa is both isolated and a short drive to various levels of towns and shops, cafes, and restaurants as needed. And of course a well equipped kitchen to cater for yourself. We were met by Roberta, the hosts father, and had a wonderful introduction and tour of the garden, the history and stories of the house and area, eventually we were allowed inside! It was a great welcome and Roberto was a good help to us many times we had questions the Villa is nicely renovated, farmhouse style and has everything you need it is very clean and good for people, like me, who might have mobility issues as it is all on one level and has wall in showers. While there we did a full day tour of the Chianti region which was great. They picked us up at the Villa and we visited two places to taste and also had lunch - do this! We loved our rural Idyll and would recommend Matteo’s Villa enthusiastically! Thanks Matteo & Robert

Casetta Melograno - Cozy farmhouse in Chianti
I don’t have the words to describe how beautiful this apartment on the hillside is. The apartment itself is nice and cosy and spacious, and the kitchen contains a little bottle of olive oil produced from their own olives. But it is the location, the gardens and the little farm and the view across the valley which can take your breath away. Sonia is happy and welcoming and patient. She showed us around the wine and olive farm and was always approachable when we contacted her. There are two guest apartments side by side, but it is quite private nonetheless. Note that you can hear sounds from the other apartment quite easily. I cannot recommend this enough! Would love to come back.

Romantic cosy flat - Toscana Italy
This air B&B was in a beautiful area of Tuscany with breathtaking views. The property had many areas to sit and enjoy the rolling hills.
Apartment rentals with breakfast

Casa Ricci Appartamento in palazzo del 1300
Absolutely perfect setting for our honeymoon! Anna was kind and extremely helpful. She even picked us up from the train station when we couldn't get a taxi and set up a taxi for us when we left. She answered all of questions immediately upon text. You couldn't find a better host.The view from the apartment was amazing! The apartment was so homey that we did not want to leave. We would recommend to everyone! We have been in four places and cities so far on our trip and Casa Ricci and Anna were the best experience we've had!

Il calore di un nido a due passi da Ponte Vecchio
Caterina’s place was immaculate. She welcomed us and showed us how to use everything and chatted to us about the area. The linen was clean, bathroom was spotless and all the smaller details were provided. I highly recommend this home for someone traveling to Florence. Thank you so much and we will be back!!!!

Casa Irene
Clara war eine wunderbare Gastgeberin - freundlich, hat beim verspäteten Check-in auf uns gewartet, alles in der Wohnung erklärt. Die Wohnung ist wie beschrieben - super Lage, um die Stadt zu erkunden, die Terrasse ist zu jeder Tageszeit nutzbar, weil es zwei Schirme gibt. Und drin ist es gemütlich, sauber, genug Schränke - alles da. Sehr gern kommen wir wieder, wenn wir mal in der Nähe sind.

Casa di Delizie - The Medici private leisure house
Muy buen lugar para hospedarse, las fotos coinciden totalmente con el lugar, está muy cerca de la estación de tren, lo recomiendo ampliamente.
Florence 55mq Central Flat
Perfect apartment with a great host. Giorgio responds super fast and was extremely helpful before, and on arrival. The apartment itself has everything you could want or need. And it was pleasant even while it was more than 35 degrees outside. It was also spotlessly clean and in a great location. Would love to stay here again when visiting Florence.

casa mezzomonte Apt Timo
Nous avons passé 4 jours magnifiques chez Flaminia. Le gîte est très joli, il y a tout ce qu’il faut. Le jardin est enchanteur, la vue est magnifique. Flaminia nous a régalé avec ses recettes home made, au diner et au petit déjeuner. Et le cours de cuisine était formidable : nous avons appris plein de choses, Flaminia a été très généreuse. Bref, c’est une excellente adresse pour ceux qui aiment les beaux endroits, les bonnes choses et les belles personnes.

Al centro della Toscana
Filippo's place is definitely one of the best Airbnb's to know the Toscana. Filippo, in the first place, was very flexible with the check-in hour, allowing us to make the check-in around 6 pm after we visited San Gimigniano and Certaldo. Filippo's apartment is strategically located if you want to visit San Gimignano/Certaldo/Siena (25 minutes away by car). And the rest of the beautiful towns of Tuscany as Montepulciano/Montalcino/Val D'Orcia/etc...are only 1 hour away by car. The surroundings of Poggibonsi are beautiful, and the town is really relaxed and full of excellent options to eat (eating information provided by Filippo). To resume, this place is outstanding and has everything you need to have a wonderful time under Tuscany's sun and landscapes. The apartment has a dishwasher, a clothes washing machine, and it's really big. If you want to visit Tuscany, this is definitely your place. Thank you, Filippo, for being a wonderful host.

CASA CHICCO
El lugar fue todo lo que esperábamos; la decoración muy tradicional, teníamos una increíble vista a los viñedos y también estábamos relativamente cerca del centro… se puede descansar muy bien porque los cuartos aíslan por completo la luz y no hay ruido. Alessandro muy amable siempre y pendiente de lo que necesitábamos, nos recibió con snacks y café. Regresaríamos sin duda!
Bed and breakfast rentals with breakfast

B&B Torre di Badia-Room 5 "Galileo Galilei"
My husband and I had the most incredible stay at Francesca’s B&B! Not an exaggeration that this is the most beautiful place I have ever been. Historic and authentic, with modern updates. The rooftop terrace is absolutely breathtaking and a great spot to watch the sunset over the vineyards. There are several restaurants right next door to the b&b, Divino, osteria di passignano, and Scuderia, all are fantastic and the osteria has a well deserved Michelin star. Breakfast was served every morning where you have a table reserved for your stay. Francesca was very friendly and responsive if we needed anything at all. We will absolutely be back!!

Camera Diamante B&B Le Aquile nel cuore di Siena
Ada was an amazing resource and helped us arrange transport from the train station, to our horseback riding excursion and back to the train station after we checked out. She had amazing restaurant recommendations and let us know about a special event happening at the Church of Santa Maria Della Scala that we really enjoyed seeing! You MUST stay here if you ever visit Sienna!

Charming farmhouse B&B rooms
Steven’s Place is in a beautiful location and had all the listed amenities. They also arranged for a vegetarian dinner for us, that was really delicious. Special mention to the staff who was very attentive and thoughtful. The only callout would be to kindly share the price for the dinner beforehand, which we felt was at the higher end at €37 per person. Rest everything was good.

il Maraviglio b&b in the heart of Tuscany
Ik weet niet hoe ik mijn verblijf bij Matteo en Serena anders kan omschrijven, dan het gevoel van thuiskomen. Ik kwam eerder aan dan we hadden afgesproken en ik werd toen meteen uitgenodigd voor de lunch met de familie. Ik voelde me zo welkom en dat gevoel werd gedurende mijn verblijf alleen maar groter. Ik heb nog nooit zulke gastvrijheid ervaren! Matteo is ook een geweldige kok, dus doe geen moeite om een restaurant in de omgeving te zoeken en eet ‘s avonds met ze mee. Bedankt Matteo & Serena voor het verblijf in jullie liefdevolle huis. Ik kan niet wachten om terug te keren!

Camera nel Mulino dell'Argenna, Chianti, Toscana
Fantastisk sted, med smukke rolige omgivelser. Tusind tak for et fantastisk ophold – det var præcis, hvad vi trængte til. Ro, smuk natur og naturlige lyde. Og hvor heldig har man lov at være – at bo lige ved et rislende vandløb! Vi følte os både varmt modtaget og meget velkomne. Tak fordi vi måtte besøge vingården – det var en stor oplevelse. Poolen var skøn, og morgenmaden var et højdepunkt hver dag med nye, lækre kager. Beliggenheden er også helt perfekt – fredeligt, men stadig tæt på det hele. Vi vil uden tøven anbefale stedet til andre ❤️ Kærlig hilsen Birgitte og Michael 😍

"Olmo Room" Agriturismo Quarantallina
This property is a Tuscan heaven. The location is perfect for day trips out around the Siena region but so peaceful and quiet. Serena was incredible and runs the place so well. On top of all she does managing the property and its guests, she also cooks a delicious dinner! The breakfasts were huge and very tasty. We wanted for nothing. The pool is gorgeous and clean. What I really appreciated were all the places on the property where you could get away and enjoy the scenery, read, or nap in privacy. The room was very comfortable with amazing views, a comfortable bed, and AC that worked super well. I loved the character of the place - the farm dogs and cat, the donkeys and horse coming up in the evening, Serena’s husband’s art all over the property. My only regret is that we didn’t stay longer. Next time!

Chianti's Hill Home near Florence
Our stay was truly unforgettable. From the moment we arrived, we were welcomed with such warmth and kindness. It felt like visiting family. The hosts are the most genuine, thoughtful couple we've ever met. Their hospitality went far beyond anything we expected. They were incredibly responsive and offered fantastic recommendations for the area, but what really made our experience special was the cooking class we did with them. We learned how to make fresh pasta and dessert from scratch, then shared the most delicious meal together. It wasn’t just a dinner,it was a memory we’ll carry with us forever. Out of our entire 19-day trip through Italy, this was hands down the highlight. The property itself is straight out of a movie. The home is stunning, filled with character and charm, and the grounds are peaceful, beautifully maintained, and truly capture the magic of Tuscany. If you're looking for an authentic, heartfelt experience that goes beyond just a place to stay, this is it!!

Casanova di Pescille farm hause a San Gimignano
This was our second stay here and couldn’t have been happier. The family that runs Agri. Casanova de Pescille are responsive, caring and just a delight to be around. Highly recommend anyone wanting to peaceful and relaxing place to stay with access to the many small towns in Toscana consider staying here. Grazie.
Quick stats about holiday rentals with breakfast included in Siena
Total rentals
100 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool
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- Santa Maria Novella
- Duomo di Firenze
- Lake Trasimeno
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Basilica of Santa Maria Novella
- Gulf of Baratti
- Mugello Circuit
- Ponte Vecchio
- Cala Violina
- Fortezza da Basso
- Uffizi Gallery
- Parco delle Cascine
- Piazza della Repubblica
- Piazzale Michelangelo
- Mercato Centrale
- Kite Beach Fiumara
- Marina di Grosseto beach
- Pitti Palace
- Stadio Artemio Franchi
- Giardino Bardini
- Cavallino Matto
- Avignonesi Winery Fattoria Le Capezzine
- Medici Chapels
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
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